Men's Christmas Dress Shirts

Make every holiday gathering a little brighter with mens Christmas dress shirts designed for comfort, versatility and timeless style. Whether you’re heading to a family dinner or celebrating with friends, these shirts bring festive spirit to any occasion. Built for lasting value and easy wear, they’re a great choice for all your holiday plans—so you can focus on making memories that last long after the season ends.

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504 Items

Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $54.99

An extra-soft, slim-fit shirt in emerald spruce, made from a comfortable cotton blend with a button-down collar.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in Bering Blue check with moisture-wicking TrueCool® fabric.

Pros: Fits well Good quality Wrinkle-free Lightweight Comfortable
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Print

A blue cotton-blend shirt featuring moisture-wicking stretch fabric and a slightly fitted untucked design.
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.

Pros: High quality Perfect fit Wrinkle-free Professional look Versatile
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve

A slim-fit oxford shirt in soft indigo stripe, crafted from 100% Pima cotton for all-season wear.
Men's Scotch Plaid Flannel Shirt, Traditional Fit
Price was from: $59.95 now: $49.99

A soft, high-quality Portuguese cotton flannel shirt in authentic antique dress stewart tartan with a relaxed fit.

Pros: Fits well Good quality Softness Warmth Comfortable
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
Price was from: $59.95 now: $49.99

A slightly fitted flannel shirt in antique dress stewart plaid, made from 100% Portuguese cotton.

Pros: High quality Stylish design Warmth Softness of fabric Comfortable fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, bright blue tattersall shirt made from ultrasmooth 100% cotton for all-day comfort.

Pros: High quality Perfect fit Wrinkle-free Durable Comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check

A nautical blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a slightly fitted check pattern.

Pros: Flattering fit Good quality Wrinkle-free Versatile style Comfortable
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $44.99

A goldenrod plaid oxford shirt with moisture-wicking cotton blend and stretch for comfort and ease of movement.

Pros: High quality fabric Perfect fit Comfort Wrinkle-free after washing Untucked design
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

A light cobalt cotton blend shirt with moisture-wicking and stretch, designed for untucked wear.

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $59.99

A blue cotton-blend oxford shirt with stretch, moisture-wicking fabric, and a comfortable untucked fit.

Pros: High-quality material Attractive appearance True to size Well made Comfortable fit
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A sea green, slightly fitted long-sleeve shirt in a quick-drying, moisture-wicking cotton blend.
Men's Comfort Stretch Oxford Shirt, Slightly Fitted Untucked Fit, Stripe

A blue striped cotton-blend oxford shirt with stretch, moisture-wicking fabric, and an untucked fit.
Men's Comfort Stretch Oxford Shirt, Traditional Untucked Fit, Stripe

A blue cotton-blend striped oxford shirt with stretch, moisture-wicking performance, and a relaxed untucked fit.
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit

A lightweight green plaid cotton shirt with a soft brushed finish and a relaxed untucked fit.

Men's Christmas Dress Shirts

When the holidays roll around and the calendar fills with gatherings, dinners, and celebrations, a Christmas dress shirt becomes a true seasonal staple in any man’s wardrobe. The right shirt sets the tone for the festivities—whether it’s a family dinner by the fire, a neighborhood open house, or the office holiday party. There’s something special about slipping into a crisp, comfortable shirt that looks sharp and feels just right, even after hours of mingling or carving the roast. For many, a Christmas dress shirt isn’t just another layer—it’s a way to mark the occasion, to show up with a little extra polish and a nod to the spirit of the season. The best shirts offer more than good looks; they’re made to last through countless celebrations, with timeless style and details that make getting dressed feel effortless. Soft, breathable fabrics, easy-to-wear collars, and versatile patterns mean you can go from a festive brunch to a tree-lighting ceremony without missing a beat.

These shirts also make thoughtful gifts, especially for those who appreciate lasting value and comfort. A well-made Christmas dress shirt is a gift that keeps on giving, ready for winter’s biggest moments and the quiet ones in between—like sharing stories over coffee or watching snow fall outside the window. Consider choosing shirts that offer a range of sizes and cuts, so everyone on your list can enjoy a fit that feels just right. Classic colors and subtle patterns are always a hit, but don’t overlook the charm of a plaid or a rich seasonal hue that brings a touch of warmth to the coldest days. For those who travel for the holidays, easy-care fabrics are especially handy, keeping wrinkles at bay and making packing a breeze. Whether you’re shopping for yourself or searching for the perfect gift for a friend, brother, or dad, it’s helpful to think about versatility—shirts that pair well with everything from wool trousers to well-loved jeans, and that look at home under a blazer or on their own.

With winter in full swing, it’s easy to see why so many people rely on a collection of quality shirts to get them through the season’s events and beyond. And when spring arrives, you’ll find that the same attention to comfort and durability comes in handy for warmer days and lighter layers, too. If you’re already thinking ahead to updating your wardrobe for the next season, take a look at our Mens Spring Dress Shirts for a fresh take on classic style. For now, enjoy the ease and confidence that comes with a great Christmas dress shirt—built to last, easy to wear, and always ready for the next celebration.

FAQs

A Christmas dress shirt designed for holiday gatherings often features timeless patterns, rich seasonal colors, and comfortable fabrics that hold up well through long evenings of celebration. Details like easy-to-wear collars and versatile styling ensure you look polished whether you're at a family dinner or a festive office event.

Yes, Christmas dress shirts are known for their versatility. They can be easily dressed up with a blazer and dress pants for formal events, or paired with chinos or jeans for more relaxed gatherings. Classic patterns and colors make them a reliable choice for a variety of winter occasions.

Most Christmas dress shirts are made from durable, easy-care fabrics. Machine wash with like colors, tumble dry on low, and promptly remove from the dryer to minimize wrinkles. For an extra crisp look, a quick touch-up with an iron is often all that’s needed.

Absolutely. Christmas dress shirts are designed to be comfortable under sweaters, vests, or jackets. Their smooth fabrics and classic cuts make layering easy, so you can stay warm and stylish throughout the winter season.

A Christmas dress shirt makes a thoughtful and practical gift. Its timeless style and lasting comfort are appreciated by men of all ages, making it a great choice for family members, friends, or colleagues who enjoy dressing up for the season’s special moments.

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Men's Christmas Dress Shirts